Statistical Topology emerged as topological aspects continue to gain importance in many areas of physics. It is most desirable to study topological invariants and their statistics in schematic models that facilitate the identification of universalities. Here, the statistics of winding numbers and of winding number densities are addressed. An introduction is given for readers with little background knowledge. Results that my collaborators and I obtained in two recent works on proper random matrix models for the chiral unitary and symplectic cases are reviewed, avoiding a technically detailed discussion. There is a special focus on the mapping of topological problems to spectral ones as well as on the first glimpse of universality.